Unusual Transannular Cyclization Products of Sarcophytoxide, a 14-Membered Marine Cembranoid: Anomalous Stereochemistry of Epoxide−Ketone Rearrangement
收藏NIAID Data Ecosystem2026-03-06 收录
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Treatment of sarcophytoxide with trimethylsilyl trifluoromethanesulfonate afforded an aromatic ketone as an unusual cyclization product. The modified Mosher's method and X-ray analysis performed on the aromatic ketone revealed that it is a 4:1 mixture of 8(R)- and 8(S)-enantiomers. It also suggested that the precursor ketone has 8(R)-configuration, which is contradictory to that expected from the ordinary epoxide−ketone rearrangement.
创建时间：
2016-03-01
